Getting old the right way means accepting adult responsibilties while not letting go of the things that make you feel alive...like ditching adult responsibilities. Make adulthood your bitch, with HeyDay shoes.
From a Framingham-based former Puma/Sperry Topsider designer, HD hybrids the flexibility and style of ltd-edition kicks with quality and design so superlative, when you're getting yelled at for wearing the wrong shoes you'll at least have a feeble argument to make before getting sent home to change. Hi's include the Jerry Boot (antiqued Italian calfskin/suede workboot with Puma Clyde-esque laces) and the Shift Hi in a blue/white calfskin suede combo meant to evoke the Postal Service (BYO Uzi). If you prefer it on the lo, HD has pimped out the Winger (calfskin wingtips with sneakery triple stitching, suede heels, raw setback edges, and fantastic hair), and the blucher style calfskin leather "Rumspringa", named for the time when Amish teens get to leave the culture, go apeshit, and decide whether or not they want to return to a life without buttons.
As a bonus, all HeyDay shoes rock durable wedge-sole lowers based on the Red Wing workboot -- support that'll help you avoid that ultimate man-child mistake, blowing all your money on replacement knees.